587

Olde Cypress Homes

Section Image
  • /48

    $1,795,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,875 Sq Ft

    7509 Lantana Cir, Naples, FL 34119

    Welcome to 7509 Lantana Circle, ideally situated within the prestigious Lantana subdivision of Olde Cypress—one of Naples’ most sought-after communities. This meticulously maintained home effortlessly blends timeless elegance with modern sophistication, offering an expansive open-concept floor plan designed for both upscale entertainment and everyday living. Step inside to a light-filled great

    Willie Miranda Premiere Plus Realty Company

    7509 Lantana Cir, Naples, FL 34119
  • /34

    $6,500 per month

    • 4 Beds
    • 3 Baths
    • 2,741 Sq Ft
    • House for Rent

    3093 Terramar Dr, Naples, FL 34119

    Enjoy the Naples lifestyle in this beautifully maintained 4-bedroom, 3-bath pool home located in the highly sought-after gated community of Olde Cypress in North Naples. This spacious residence offers over 2,700 square feet of living space with an open floor plan designed for comfortable living and effortless entertaining. Step outside to your private outdoor retreat featuring a screened lanai

    Renee Easley Alfred Robbins Realty Group

    3093 Terramar Dr, Naples, FL 34119
  • /48

    $1,775,000 Sold Apr 14, 2025

    2815 Wild Orchid Ct, Naples, FL 34119

    • 4 Beds
    • 5 Baths
    • 3,738 Sq Ft
    • Built 2002

    Last Sold Summary

    • 21% Below List Price
    • $475/SF
    • 58 Days On Market

    Current Estimated Value $1,873,207

    Last Listing Agent Maria Lafontaine Premier Sotheby's Int'l Realty

    2815 Wild Orchid Ct, Naples, FL 34119
    • /50

      Est $2,274,039 Not Listed For Sale

      3040 Mona Lisa Blvd, Naples, FL 34119

      • 6 Beds
      • 4.5 Baths
      • 4,806 Sq Ft
      • Built 2006
      3040 Mona Lisa Blvd, Naples, FL 34119

      Last Sold Summary

      • 6% Above List Price
      • $447/SF
      • 11 Days On Market

      Last Sold Price $2,150,000

      Last Listing Agent Brittany Skotak Douglas Elliman Florida,LLC

  • /50

    $1,300,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,904 Sq Ft

    7480 Treeline Dr, Naples, FL 34119

    One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Golf memberships are available at Olde Cypress, offering access to the community’s championship golf experience and all the great amenities the club has to offer, including a new $15 million clubhouse renovation just completed, subject to availability

    Andy D'Jamoos Premier Sotheby's Int'l Realty

    7480 Treeline Dr, Naples, FL 34119
  • /27

    $11,000 per month

    • 4 Beds
    • 4 Baths
    • 3,543 Sq Ft
    • House for Rent

    2721 Olde Cypress Dr, Naples, FL 34119

    Welcome to your private slice of Naples paradise at 2721 Olde Cypress Drive a home that feels less like a house andmore like a private retreat sculpted around the quintessential Florida lifestyle.This isn't just a living space, it's a story in architecture and atmosphere. Nestled in the gated Olde Cypress community, the address sits like a quiet crown jewel along a shimmering waterway and

    Ivana Mladenovska Realty One Group MVP

    2721 Olde Cypress Dr, Naples, FL 34119
  • /47

    $1,590,000 Sold Apr 06, 2026

    7262 Lantana Cir, Naples, FL 34119

    • 3 Beds
    • 3.5 Baths
    • 3,016 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Below List Price
    • $527/SF
    • 6 Days On Market

    Current Estimated Value $1,472,605

    Last Listing Agent Willie Miranda Premiere Plus Realty Company

    7262 Lantana Cir, Naples, FL 34119
    • /29

      Est $897,954 Not Listed For Sale

      7383 Lantana Cir, Naples, FL 34119

      • 3 Beds
      • 2 Baths
      • 1,796 Sq Ft
      • Built 2014
      7383 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 3% Above List Price
      • $487/SF
      • 74 Days On Market

      Last Sold Price $875,000

      Last Listing Agent Daniel Jackson MDM Naples Real Estate LLC

  • /48

    $1,630,000

    • 4 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    7352 Lantana Way, Naples, FL 34119

    Welcome to effortless Florida living in the prestigious Olde Cypress community, home to a celebrated P.B.Dye–designed golf course. This beautifully appointed fully turnkey Ruffino II residence allows you to simply arrive, unwind, and begin enjoying the lifestyle you’ve been waiting for—just bring your suitcase. Designed with both elegance and peace of mind, the light-filled interior features

    Angelo Sottosanti Coldwell Banker Realty

    7352 Lantana Way, Naples, FL 34119
  • /31

    $13,500 per month

    • 3 Beds
    • 3 Baths
    • 2,990 Sq Ft
    • House for Rent

    3126 Terramar Ct, Naples, FL 34119

    Luxury 3-bedroom + den, 3-bath home featuring high ceilings and a bright open-concept floor plan with upscale finishes throughout. The well-appointed kitchen offers premium appliances, quality cabinetry, and ample counter space, seamlessly connecting to the main living and dining areas. The primary suite includes a private en-suite bathroom and walk-in closet, creating a relaxing owner’s retreat.

    Judy Aeschliman John R Wood Properties

    3126 Terramar Ct, Naples, FL 34119
  • /44

    $1,900,000 Sold Apr 14, 2025

    3092 Terramar Dr, Naples, FL 34119

    • 4 Beds
    • 4 Baths
    • 3,025 Sq Ft
    • Built 2002

    Last Sold Summary

    • 13% Below List Price
    • $628/SF
    • 31 Days On Market

    Current Estimated Value $1,818,210

    Last Listing Agent Daniel Jackson MDM Naples Real Estate LLC

    3092 Terramar Dr, Naples, FL 34119
    • /48

      Est $1,490,124 Not Listed For Sale

      7304 Lantana Cir, Naples, FL 34119

      • 4 Beds
      • 3.5 Baths
      • 2,889 Sq Ft
      • Built 2013
      7304 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 5% Below List Price
      • $545/SF
      • 58 Days On Market

      Last Sold Price $1,575,000

      Last Listing Agent Deidre McClain John R Wood Properties

  • /33

    $1,340,000

    • 4 Beds
    • 2 Baths
    • 2,327 Sq Ft

    7296 Lantana Cir, Naples, FL 34119

    From the moment you arrive, this home feels like a private retreat—quietly tucked within the gates of Olde Cypress, with a lovely direct fountain view and a sense of calm that’s hard to find. Designed for effortless indoor-outdoor living, this residence opens up to a stunning lanai where the water becomes part of your everyday backdrop. Mornings begin with coffee overlooking the lake, and

    Mimy von Schreiner John R Wood Properties

    7296 Lantana Cir, Naples, FL 34119
  • /35

    $1,450,000 Sold May 15, 2025

    7247 Lantana Cir, Naples, FL 34119

    • 3 Beds
    • 3 Baths
    • 2,587 Sq Ft
    • Built 2015

    Last Sold Summary

    • 9% Below List Price
    • $560/SF
    • 54 Days On Market

    Current Estimated Value $1,427,887

    Last Listing Agent Kathryn Zangrilli Broker Brothers LLC

    7247 Lantana Cir, Naples, FL 34119
    • /38

      Est $1,133,805 Not Listed For Sale

      7307 Lantana Cir, Naples, FL 34119

      • 3 Beds
      • 3 Baths
      • 2,046 Sq Ft
      • Built 2013
      7307 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 5% Below List Price
      • $586/SF
      • 41 Days On Market

      Last Sold Price $1,199,000

      Last Listing Agent Deidre McClain John R Wood Properties

  • /30

    $1,549,900

    • 4 Beds
    • 2.5 Baths
    • 2,587 Sq Ft

    7291 Lantana Cir, Naples, FL 34119

    Beautifully updated and privately positioned within the gates of Olde Cypress, this 4 bedroom, 2.5 bath residence offers refined Florida living in one of North Naples’ most desirable communities. The newly renovated kitchen features quartz countertops, a designer tile backsplash, a gas 5-burner Wolf cooktop with decorative custom vent hood, a built-in refrigerator, and a premium Monogram

    Gregory Sofranko William Raveis Real Estate

    7291 Lantana Cir, Naples, FL 34119
  • /50

    $2,600,000 Sold Aug 18, 2025

    2828 Wild Orchid Ct, Naples, FL 34119

    • 4 Beds
    • 3.5 Baths
    • 3,237 Sq Ft
    • Built 2023

    Last Sold Summary

    • 13% Below List Price
    • $803/SF
    • 19 Days On Market

    Current Estimated Value $2,647,261

    Last Listing Agent Joseph Bartos Premiere Plus Realty Company

    2828 Wild Orchid Ct, Naples, FL 34119
    • /19

      Est $971,008 Not Listed For Sale

      7363 Lantana Cir, Naples, FL 34119

      • 3 Beds
      • 3 Baths
      • 2,046 Sq Ft
      • Built 2013
      7363 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 9% Above List Price
      • $435/SF
      • 108 Days On Market

      Last Sold Price $890,000

      Last Listing Agent Rich Zahaba Waterfront Realty Group Inc

  • /47

    $1,169,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,340 Sq Ft

    2862 Lone Pine Ln, Naples, FL 34119

    Stunning completely remodeled 4Br/3Ba modern home. Meticulously maintained, endless upgrades throughout. All New: Porcelain tile wood floors throughout the entire home, baseboards, freshly painted walls/ceilings, interior/exterior doors, ceiling fans, Lutron LED + dimmer switches, 12 new shut off valves throughout home, AC serviced w/ sensors replaced controlled by Ecobee Smart Thermostat Premium

    Pamela Schultz Downing Frye Realty Inc.

    2862 Lone Pine Ln, Naples, FL 34119
  • /45

    $1,512,500 Sold Dec 02, 2025

    7395 Monteverde Way, Naples, FL 34119

    • 3 Beds
    • 3.5 Baths
    • 2,551 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $593/SF
    • 7 Days On Market

    Current Estimated Value $1,463,604

    Last Listing Agent Daniel Jackson MDM Naples Real Estate LLC

    7395 Monteverde Way, Naples, FL 34119
    • /32

      Est $973,521 Not Listed For Sale

      7379 Lantana Cir, Naples, FL 34119

      • 3 Beds
      • 3 Baths
      • 2,024 Sq Ft
      • Built 2016
      7379 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 6% Below List Price
      • $512/SF
      • 21 Days On Market

      Last Sold Price $1,037,000

      Last Listing Agent Deidre McClain John R Wood Properties

  • /44

    $869,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    7347 Lantana Cir, Naples, FL 34119

    Welcome to this light, bright, and beautifully finished 3-bedroom, 2-bath residence in the highly sought-after Lantana enclave of Olde Cypress. Thoughtfully designed, the home features soaring ceilings and elegant architectural details that enhance its open, airy feel. The kitchen is perfect for entertaining, with rich dark cabinetry, a generously sized breakfast-bar island, and an effortless

    Willie Miranda Premiere Plus Realty Company

    7347 Lantana Cir, Naples, FL 34119
  • /25

    $1,998,000 Sold Jun 25, 2025

    2743 Olde Cypress Dr, Naples, FL 34119

    • 3 Beds
    • 4 Baths
    • 3,580 Sq Ft
    • Built 2003

    Last Sold Summary

    • 60% Above List Price
    • $558/SF
    • 101 Days On Market

    Current Estimated Value $1,985,569

    Last Listing Agent Jane Jane Bond The Bond Agency Inc

    2743 Olde Cypress Dr, Naples, FL 34119
    • /34

      Est $2,194,931 Not Listed For Sale

      2934 Florentine Ct, Naples, FL 34119

      • 4 Beds
      • 6 Baths
      • 5,118 Sq Ft
      • Built 2006
      2934 Florentine Ct, Naples, FL 34119

      Last Sold Summary

      • 13% Above List Price
      • $381/SF
      • 338 Days On Market

      Last Sold Price $1,950,000

      Last Listing Agent Heidi Varsames John R Wood Properties

  • /36

    $825,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft

    3155 Santorini Ct, Naples, FL 34119

    HUGE PRICE REDUCTION! Best priced single family home in Olde Cypress! Excellent opportunity for an investor. Motivated seller! IMMEDIATE GOLF MEMBERSHIP AVAILABLE! DETACHED SINGLE FAMILY HOME in Prestigious Olde Cypress. Discover the epitome of luxury living in this one-of-a-kind detached villa nestled in the highly coveted Santorini Villas of Olde Cypress. Extremely unique property with a large,

    Stephanie Meagher William Raveis Real Estate

    3155 Santorini Ct, Naples, FL 34119
  • /30

    $630,000 Sold Oct 08, 2025

    3178 Santorini Ct, Naples, FL 34119

    • 2 Beds
    • 2 Baths
    • 2,016 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $312/SF
    • 238 Days On Market

    Current Estimated Value $656,200

    Last Listing Agent Pamela Schultz Downing Frye Realty Inc.

    3178 Santorini Ct, Naples, FL 34119
    • /40

      Est $2,269,122 Not Listed For Sale

      3015 Mona Lisa Blvd, Naples, FL 34119

      • 4 Beds
      • 3.5 Baths
      • 4,215 Sq Ft
      • Built 2006
      3015 Mona Lisa Blvd, Naples, FL 34119

      Last Sold Summary

      • 3% Below List Price
      • $558/SF
      • 120 Days On Market

      Last Sold Price $2,350,000

      Last Listing Agent Pamela Schultz Downing Frye Realty Inc.

  • /21

    $615,000

    • 2 Beds
    • 2 Baths
    • 1,783 Sq Ft

    3134 Santorini Ct, Naples, FL 34119

    Welcome to 3134 Santorini Ct, a beautifully maintained single-family villa tucked inside the coveted gated enclave of Santorini at Olde Cypress. This light-filled 2-bedroom + den, 2-bath residence delivers comfort, privacy, and resort-style living in one of North Naples’ most desirable communities. Inside, the open-concept layout features soaring ceilings, neutral tones, and seamless

    Robert DeSiano DomainRealty.com LLC

    3134 Santorini Ct, Naples, FL 34119
  • /42

    $1,455,000 Sold Aug 28, 2025

    7336 Lantana Cir, Naples, FL 34119

    • 4 Beds
    • 2.5 Baths
    • 2,592 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $561/SF
    • 148 Days On Market

    Current Estimated Value $1,471,672

    Last Listing Agent Deidre McClain John R Wood Properties

    7336 Lantana Cir, Naples, FL 34119
    • /34

      Est $957,757 Not Listed For Sale

      3145 Terramar Dr, Naples, FL 34119

      • 2 Beds
      • 3 Baths
      • 2,314 Sq Ft
      • Built 2003
      3145 Terramar Dr, Naples, FL 34119

      Last Sold Summary

      • 13% Above List Price
      • $367/SF
      • 316 Days On Market

      Last Sold Price $850,000

      Last Listing Agent John Bartis Premiere Plus Realty Company

  • /25

    $649,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,889 Sq Ft

    3162 Santorini Ct, Naples, FL 34119

    NEW ROOF BEING INCLUDED. FULL GOLF MEMBERSHIPS CURRENTLY AVAILABLE. Front Entrance !!! Spectacular Golf Course View of the 5th Fairway, with a large side lot for privacy. 3Br/2Ba. pool villa, Great room floor plan with tray ceilings, sliding glass doors to lanai. Kitchen offers extra cabinetry, granite countertops, stainless appliances, tile backsplash, and seamless corner window. Primary suite

    Pamela Schultz Downing Frye Realty Inc.

    3162 Santorini Ct, Naples, FL 34119
  • /36

    $1,075,000 Sold Dec 03, 2025

    3105 Terramar Dr, Naples, FL 34119

    • 3 Beds
    • 3 Baths
    • 2,816 Sq Ft
    • Built 2003

    Last Sold Summary

    • 10% Below List Price
    • $382/SF
    • 7 Days On Market

    Current Estimated Value $1,109,401

    Last Listing Agent Dave Renner Premier Sotheby's Int'l Realty

    3105 Terramar Dr, Naples, FL 34119
    • /49

      Est $1,276,519 Not Listed For Sale

      3101 Terramar Dr, Naples, FL 34119

      • 3 Beds
      • 3 Baths
      • 2,816 Sq Ft
      • Built 2003
      3101 Terramar Dr, Naples, FL 34119

      Last Sold Summary

      • 9% Below List Price
      • $497/SF
      • 50 Days On Market

      Last Sold Price $1,400,000

      Last Listing Agent Deidre McClain John R Wood Properties

  • /39

    $950,000 Sold Apr 11, 2025

    3133 Terramar Dr, Naples, FL 34119

    • 3 Beds
    • 3 Baths
    • 2,858 Sq Ft
    • Built 2003

    Last Sold Summary

    • 27% Below List Price
    • $332/SF
    • 103 Days On Market

    Current Estimated Value $1,767,329

    Last Listing Agent Deidre McClain John R Wood Properties

    3133 Terramar Dr, Naples, FL 34119
    • /48

      Est $2,229,926 Not Listed For Sale

      2814 Wild Orchid Ct, Naples, FL 34119

      • 4 Beds
      • 4.5 Baths
      • 4,338 Sq Ft
      • Built 2006
      2814 Wild Orchid Ct, Naples, FL 34119

      Last Sold Summary

      • 20% Below List Price
      • $645/SF
      • 68 Days On Market

      Last Sold Price $2,800,000

      Last Listing Agent Mike Monge Keller Williams Elevate Luxury

  • /36

    $1,600,000 Sold Dec 04, 2025

    7398 Monteverde Way, Naples, FL 34119

    • 4 Beds
    • 4.5 Baths
    • 2,898 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $552/SF
    • 34 Days On Market

    Current Estimated Value $1,584,250

    Last Listing Agent Dawn Riefolo Preziosi John R Wood Properties

    7398 Monteverde Way, Naples, FL 34119
    • /50

      Est $1,901,588 Not Listed For Sale

      7535 Treeline Dr, Naples, FL 34119

      • 3 Beds
      • 3.5 Baths
      • 3,722 Sq Ft
      • Built 2003
      7535 Treeline Dr, Naples, FL 34119

      Last Sold Summary

      • 12% Below List Price
      • $578/SF
      • 58 Days On Market

      Last Sold Price $2,150,000

      Last Listing Agent Deidre McClain John R Wood Properties

  • /26

    $1,250,000 Sold May 08, 2025

    7469 Lantana Cir, Naples, FL 34119

    • 3 Beds
    • 2 Baths
    • 2,332 Sq Ft
    • Built 2015

    Last Sold Summary

    • 21% Below List Price
    • $536/SF
    • 58 Days On Market

    Current Estimated Value $1,257,661

    Last Listing Agent Agnes Zak Compass Florida LLC

    7469 Lantana Cir, Naples, FL 34119
    • /36

      Est $1,343,427 Not Listed For Sale

      3140 Terramar Dr, Naples, FL 34119

      • 3 Beds
      • 3.5 Baths
      • 2,799 Sq Ft
      • Built 2003
      3140 Terramar Dr, Naples, FL 34119

      Last Sold Summary

      • 6% Below List Price
      • $511/SF
      • 67 Days On Market

      Last Sold Price $1,430,000

      Last Listing Agent Deidre McClain John R Wood Properties

  • /39

    $1,005,000 Sold Mar 31, 2026

    2917 Lone Pine Ln, Naples, FL 34119

    • 2 Beds
    • 2.5 Baths
    • 2,217 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Below List Price
    • $453/SF
    • 49 Days On Market

    Current Estimated Value $1,019,758

    Last Listing Agent Deidre McClain John R Wood Properties

    2917 Lone Pine Ln, Naples, FL 34119

Showing Results 1 - 40, Page 1 of 15

Home Trends in Olde Cypress, FL

Housing Trends

Median Sale Price
$1,342,500
Median Single Family Sale Price
$1,285,000
Median 2 Bedroom Sale Price
$622,500
Average Price Per Sq Ft
$489
Number of Homes for Sale
6
Last 12 months Home Sales
72
Months of Supply
1.00
Median List Price
$1,419,500
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-7%
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